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Synthesis of γ-(Arylamino)butyric Acid Derivatives via Ring-Opening Addition of Arylamines to Cyclopropane-1,1-Dicarboxylates

Journal

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 55, Issue 9, Pages 1432-1438

Publisher

MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S1070428019090252

Keywords

gamma-(arylamino)butyric acid; ring-opening additions; dimethyl 2-[2-(arylamino)but-3-en-1-yl]; and 2-[2-(arylamino)-2-phenylethyl]malonates; cyclopropane-1; 1-dicarboxylates

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A rapid and efficient catalytic approach has been proposed for the synthesis of dimethyl 2-[2-(aryl-amino)but-3-en-1-yl]- and 2-[2-(arylamino)-2-phenylethyl]malonates in good yields (49-95%) by ring-opening reaction of dimethyl 2-vinyl- and 2-phenylcyclopropane-1,1-dicarboxylates with arylamines in the presence of Yb(III) catalyst under microwave irradiation. The synthesized compounds are convenient precursors to gamma-(aryl-amino)butyric acid derivatives.

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